Pack up his belongings, rent a storage locker for one month, put his stuff there and give him the combination. Be sure you explain to the storage manager what you are doing, and that the rental is for one month only.
In our state, there are two levels of restraining orders. The first level is civil. That is what people ordinarily get. A two week order is almost automatically granted. It can then be extended or made permanent. Violation is a misdemeanor. The next level is a criminal order. That can be granted after the civil order is violated. Violation of that is a felony. I don't know how things are in your state, but maybe that will give you some ideas.
Also in our state, violation of an order issued for the protection of family constitutes domestic violence. That qualifies for the criminal level order.
My suggestion is you contact your city/county attorney and ask for a two week order, starting at his release. Your local LEO will serve him the order. Write a letter, certified mail, return receipt requested. Explain that you love him and want to see him succeed in life, but the choices he has made make it impossible for you to allow him to continue living with you. Explain where he can pick up his stuff, and explicitly state that he is now trespassed from your property. Make sure the letter gets there before the order is served.
Most jurisdictions try very hard to not send someone to jail. It's an expensive solution that does not work very well.
